title: Elaboration of glycopolymer-functionalized micelles from an N-vinylpyrrolidone/lactide-based reactive copolymer platform.
abstract: Glycopolymer-corona-based micelles are obtained in a one-pot procedure, through reaction of D-mannosamine or D-glucosamine with the N-succinimidyl (NS) esters of a poly(D,L-lactide)-block-poly(N-acryloxysuccinimide-co-N-vinylpyrrolidone) (PLA-b-P(NAS-co-NVP)) amphiphilic copolymer (presenting quasi-alternating NAS/NVP units) in dimethyl sulfoxide (DMSO), followed by nanoprecipitation and dialysis against water. The glycopolymer micelles exhibit a higher CMC and size than those obtained from unmodified copolymer, due to increased hydrophilicity of the external block as a result of sugar derivatization, and the availability of the sugars at the micelle surface is evidenced through interactions with Concanavalin A (Con A) lectin, as attested by turbidimetric measurements and enzyme-linked lectin assay (ELLA). Interestingly, the glycopolymer micelles can be further used for hydrophobic molecule encapsulation and release, as shown with imiquimod, while keeping their interactions with con A intact. It is concluded that the PLA-based amphiphilic/reactive copolymer represents a versatile platform for glycopolymer-based micelle constructs for drug/vaccine delivery.
authors.affiliation: Aix-Marseille Université, CNRS, UMR 7273, Institut de Chimie Radicalaire, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France.
authors.forename: Nadège
authors.initials: N
authors.lastname: Handké
authors.forename: Vincent
authors.initials: V
authors.lastname: Lahaye
authors.forename: Denis
authors.initials: D
authors.lastname: Bertin
authors.forename: Thierry
authors.initials: T
authors.lastname: Delair
authors.forename: Bernard
authors.initials: B
authors.lastname: Verrier
authors.forename: Didier
authors.initials: D
authors.lastname: Gigmes
authors.forename: Thomas
authors.initials: T
authors.lastname: Trimaille
mesh_terms: D000042:Absorption; D000634:Aminoquinolines / Q000494:pharmacology; D003208:Concanavalin A / Q000494:pharmacology; D006863:Hydrogen-Ion Concentration; D000077271:Imiquimod; D009682:Magnetic Resonance Spectroscopy; D008823:Micelles; D009391:Nephelometry and Turbidimetry; D010078:Oxazines / Q000378:metabolism; D011091:Polyesters / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry*; D011760:Pyrrolidinones / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
chemical_list: D000634:Aminoquinolines; D008823:Micelles; D010078:Oxazines; D011091:Polyesters; D011108:Polymers; D011760:Pyrrolidinones; D003208:Concanavalin A; C033616:poly(lactide); C042670:N-vinyl-2-pyrrolidinone; D000077271:Imiquimod; C044808:nile red
keywords: N-vinylpyrrolidone; carbohydrates; functional micelles; lectin recognition; poly(D,L-lactide)